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Our top choices for Chesapeake condo rentals

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
$198 nightly
The price is $228
May 19 - May 20
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
$212 nightly
The price is $243
May 19 - May 20
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
9.0 out of 10, Wonderful, (2 reviews)
"Very clean , great location. Will stay there again!!!"
United States
Tony H.
$203 nightly
The price is $234
May 19 - May 20
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
8.0 out of 10, Very Good, (4 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
$207 nightly
The price is $238
May 31 - Jun 1
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets
Sandbridge
10.0 out of 10, Exceptional, (2 reviews)
"Property was perfect for families (lots of space), right on the beach, and had an elevator. I had a family member with limited mobility, and the condo was perfect."
United States
Karen G.
$682 nightly
The price is $773
May 19 - May 20
Total with taxes and fees
New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

New! 3Bd 2Bth Oceanfront / Pool / Boat /224b

New! 3Bd 2Bth Oceanfront / Pool / Boat /224b
Sandbridge
8.0 out of 10, Very Good, (1 review)
"This room is not oceanfront, there is no view of the ocean.In my experience oceanfront means full on view of the ocean, ocean view means side view. Obstructed view is just that. What we had was NO view of ocean. Even though it says that. Very nice condo otherwise.Finding your parking space is like looking for Waldo,kinda crazy.One suggestion is a towel or bath mat to step on when you get out of the shower. There are no extra towels for that."
United States
lori h.
$606 nightly
The price is $686
May 19 - May 20
Total with taxes and fees
New! 3Bd 2Bth Oceanfront / Pool / Boat /224b

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at this beautiful Sandbridge condo! The space was spotless, fully stocked with everything we needed, and made us feel right at home from the moment we walked in. There was plenty of room for our group of four to relax comfortably. The location was ideal—peaceful yet close to everything. Communication with the host was excellent—friendly, responsive, and helpful every step of the way. We couldn’t have asked for a better experience and would absolutely stay here again!"
United States
Shannon b.
$592 nightly
The price is $671
May 19 - May 20
Total with taxes and fees
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach

New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym

New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
Sandbridge
8.8 out of 10, Excellent, (5 reviews)
"We attended a wedding and this place was the perfect location just across the street from the venue. There was another car parked in our reserved spot that made it difficult to get the key fob and return it but other than that it was a great place to stay. "
United States
Tracy N.
$570 nightly
The price is $646
May 20 - May 21
Total with taxes and fees
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym

Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks

Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
Sandbridge
9.4 out of 10, Exceptional, (21 reviews)
"Yes but only partial view of beach and ocean. "
United States
Samuel W.
$978 nightly
The price is $1,113
May 19 - May 20
Total with taxes and fees
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks

NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym

NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
Sandbridge
9.0 out of 10, Wonderful, (6 reviews)
"Great place to stay! Super close to the beach and it wasn’t too crowded. Has basics for what you need. The second parking spot was a little further away than ideal but we made it work. "
United States
Danni R.
$578 nightly
The price is $655
May 19 - May 20
Total with taxes and fees
NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym

Luxe Bayfront Retreat | Wraparound Porch

Luxe Bayfront Retreat | Wraparound Porch
Sandbridge
$924 nightly
The price is $1,076
Jun 1 - Jun 2
Total with taxes and fees
Luxe Bayfront Retreat | Wraparound Porch

New! Beachfront 3bd / 2Bth/Pool 104A

New! Beachfront 3bd / 2Bth/Pool 104A
Sandbridge
10.0 out of 10, Exceptional, (2 reviews)
"Great stay, wonderful location, and the place is bigger than it looks in the pictures. Would definitely stay again"
United States
John C.
$723 nightly
The price is $821
May 19 - May 20
Total with taxes and fees
New! Beachfront 3bd / 2Bth/Pool 104A

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.6 out of 10, Exceptional, (7 reviews)
"The condo was clean, had a great location, and a beautiful view of the ocean. "
United States
Judy H.
$598 nightly
The price is $678
May 21 - May 22
Total with taxes and fees
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
$259 nightly
The price is $300
May 19 - May 20
Total with taxes and fees
High floor, Ocean View Condo

Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home

Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
Northeast Virginia Beach
9.2 out of 10, Wonderful, (28 reviews)
"The property was clean, quiet and located in a nice area. Beds were very comfortable. There were some cooking items missing and very limited number of towels but otherwise it was a pleasant enjoyable stay. "
United States
Kelly A.
$350 nightly
The price is $404
May 27 - May 28
Total with taxes and fees
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home

Cozy home away from home just minutes from the Beach

Cozy home away from home just minutes from the Beach
Northeast Virginia Beach
9.6 out of 10, Exceptional, (68 reviews)
"Fantastic B and B. Clean, comfortable and a short walk to the beach. Reserved parking extra nice. Great host."
United States
Anonymous traveler
$277 nightly
The price is $321
May 19 - May 20
Total with taxes and fees
Cozy home away from home just minutes from the Beach

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.8 out of 10, Exceptional, (11 reviews)
"Ocean/beach view is fantastic. Restaurants are within walking distance. Very comfortable place to stay. "
United States
Anonymous traveler
$564 nightly
The price is $639
May 25 - May 26
Total with taxes and fees
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
$530 nightly
The price is $611
May 19 - May 20
Total with taxes and fees
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.6 out of 10, Exceptional, (10 reviews)
"Perfect location"
United States
Sarah D.
$585 nightly
The price is $663
May 25 - May 26
Total with taxes and fees
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.4 out of 10, Exceptional, (10 reviews)
"Very nice, i like the area, a little less busy part of the strip ( a good thing). Good restaurant next door and a good place for breakfast is close by."
United States
tom q.
$594 nightly
The price is $674
May 21 - May 22
Total with taxes and fees
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesapeake Hotel Reviews

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
162
Accommodation
459 Condo Rentals
Lowest Price
$228
Highest Price
$1,113

Frequently asked questions

Why book your condo in Chesapeake with Expedia?
Booking a condo in Chesapeake is as simple as clicking on your travel dates and choosing an option that suits your style. Looking for something upscale or budget friendly, or a stay that also features a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Chesapeake?
An excellent way to find cheap condos in Chesapeake is with Expedia's easy-to-use filter tool. Tailor your search results by star rating, budget and amenities to discover unbeatable deals in a few clicks.
What is there to do in Chesapeake near my condo?
Chesapeake has enough experiences to keep you occupied for weeks (or months!), beginning with Chesapeake Golf Club. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Square Mall are other awesome attractions. If you're lingering longer, Greenbrier Mall and Chesapeake Veterans' Memorial are worthwhile additions to your itinerary.

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